Holmes Beach Vacation Rentals

Anna Maria Island is the perfect Florida beach getaway for you and your family. With long white sandy beaches, crystal clear Gulf of Mexico water, delicious fresh restaurants, and great vacation rental homes, what more could you ask for?

Anna Maria Island is divided into 3 parts: the City of Anna Maria in the north, Holmes Beach in the center, and Bradenton Beach in the south. While the island itself is small and easy to navigate, choosing where to stay should be based on what you’d like to have within walking distance.

Holmes Beach is the heart of AMI, with most residents, seasonal and permanent, calling it home. Here are our top things you need to do on your next visit to Holmes Beach:

  • Head to Manatee Public Beach: This beach is a family-friendly option that has plenty of amenities to keep you comfortable. With beach chair rentals, a picnic area, restrooms, and water sport rentals, you and your family will have everything you need at this beach. Another nearby option is Anna Maria Public Beach.
  • Hang out on Gulf Drive: For the best restaurants, bars, and shops in Holmes Beach, you’ll want to go to Gulf Drive. This is the center of town and the best place to walk around and soak up the tranquil Florida culture.
  • Hit the water: Anna Maria Island has some of the clearest water you could imagine. Fully enjoy the water views by renting a kayak, stand up paddle board, or snorkel gear. You might be able to spot some bright starfish or even a manatee!

For the best Anna Maria Island vacation, you’ll want the perfect vacation home. Regardless as to whether you’re traveling solo, with your family, or a group of friends, Anna Maria Beach Rentals has the perfect vacation rental for you.

All of our Anna Maria Island rentals come equipped with free wifi, fresh linens, and a smooth check-in process that will get you settled in and out to the beach in no time. Some of our beach houses and condo rentals have private pools and great ocean views, too. Each of our properties have been carefully selected due to their short walk to Holmes Beach hot spots and comfortable amenities.

When you decide to book one of the house rentals by Anna Maria Island Beach Rentals, you’re sure to have the best time in island paradise.

Browse our best Holmes Beach vacation rentals to secure your stay today!


Properties Available 41 properties available
This second floor condo located just thirty yards from the beach provides you with private beach access, a large heated pool, remote keyless locks, a fully stocked kitchen with six appliances, stone counter tops, two full washrooms, two large bedrooms with walk in closets, sliding glass doors off of the master bedroom and living room, dining room,
Hot HOT 93
Anna Maria Island Beach Sands 203
2 BR 2BA Condo
$129.00 - $536.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (46)
The Anna Maria Island Beach Sands #201 is located with-in walking distance of Anna Maria Island's best waterfront restaurants, beach shops, gift shops, shell shops, boutiques and the quaint shopping village on historic Bridge St. that leads right out onto the pier, famous for strolling, fishing and eating and the restaurant at the end of the pier.T
Anna Maria Island Beach Sands 201
2 BR 2BA Condo
$180.00 - $715.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (44)
Savor sea breezes and sparkling views of the aquamarine Gulf of Mexico from the screened-in lanai of this freshly remodeled second-floor 2BR/2BA gulf-to-bay condo in the quiet Gulf Watch community of Bradenton Beach, just steps from our private beach access. Warm your toes in sugar-white sands, and immerse yourself in the Caribbean-blue waters of t
Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room
2 BR 2BA Condo
$175.00 - $566.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The coastal morning is serene; white sand beaches glow gold in the sunrise. The aquamarine Gulf of Mexico sparkles with crystals of sunlight. Dolphins breach along the horizon. Relax on your screened-in lanai and sip your coffee, or fresh-squeezed citrus juice, as palm fronds dance in the salt breeze. THIS is the vacation you’ve been dreaming of.Di
Hot HOT 40
Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From Every Window
2 BR 2BA Condo
$120.00 - $471.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The Anna Maria Island Beach Sands #101 overlooks the Gulf of Mexico is located with-in walking distance of Anna Maria Island's best waterfront restaurants, beach shops, gift shops, shell shops, boutiques and the quaint shopping village on historic Bridge St. that leads right out onto the pier, famous for strolling, fishing and eating and the restau
Hot HOT 47
Anna Maria Island Beach Sands 101
2 BR 2BA Condo
$175.00 - $717.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (58)
Relax on the 3rd floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba, Victorian-style vacation home will help you to cherish e
Hot HOT 21
Anna Maria Island Sun's Up A
4BR 3BA House
$285.00 - $1,571.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (10)
The coastal morning is serene; white sand beaches glow golden at sunrise. The aquamarine Gulf of Mexico sparkles with crystals of sunlight. Dolphins breach along the horizon. Sailboats and yachts drift along Florida’s Intracoastal Waterway. Relax on your screened-in lanai balcony; sip coffee, tea, or fresh-squeezed citrus juice, as palm fronds danc
AM Island Beach To Bay Bliss
2 BR 2BA Condo
$121.00 - $476.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota
Hot HOT 25
Anna Maria Island Sunshine Kiss Villa
2 BR 2BA Condo
$120.00 - $511.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (10)
Relax on the 3rd-floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba vacation home will help you to cherish every sunrise
Anna Maria Island Sun's Up B
4BR 3BA House
$298.00 - $1,511.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (10)
Steps to the beautiful white sand beach and turquoise waters of the Gulf of Mexico this 2nd floor house is DIRECTLY ON THE BEACH!As you walk out the door and sink your toes into the sand of our award winning beach your perfect Anna Maria Island vacation begins.This Gulf Front house has sliding glass doors and large windows that perfectly frame the
Hot HOT 30
Anna Maria Island Beach Watch
1BD 1BR
$200.00 - $610.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (5)
This sun-drenched 3br/3ba tropical beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the k
Hot HOT 27
Anna Maria Island Surfside Bungalow
3BR 3BR House
$300.00 - $1,075.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (8)
Boasting a large, resort style heated outdoor pool with a hot tub, and a prime location on Anna Maria it's easy to fall in love with this island getaway. The private location on the north end of Anna Maria Island, near Bean Point is ideal to give you space and privacy and only a five minute walk to all local food and activities.Perfect for a romant
Serenity Cottage
2BR 2 BR Cottage
$2,000.00 - $5,644.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests

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